When you look at a photo of a woman in a white dress at a luxury resort, you usually assume one thing: a wedding. Back in 2012, that’s exactly what happened with Pam Bondi and Greg Henderson. The internet practically exploded with rumors that Florida's then-Attorney General had secretly tied the knot in the Cayman Islands.
But it wasn't that simple.
Honestly, the story of Pam Bondi and Greg Henderson is one of those political-social crossover events that people still get wrong a decade later. It involves a high-profile prosecutor, a respected ophthalmologist, a destination trip that turned into a media circus, and a long-term relationship that never actually made it to the altar.
The Cayman Islands "Wedding" That Wasn't
In May 2012, Pam Bondi and Dr. Greg Henderson flew to the Ritz-Carlton Grand Cayman. They were joined by a small group of friends and family. Naturally, the local media and political rivals were on high alert. Photos leaked. One showed Bondi in a beautiful white dress. Another showed friends celebrating.
The headlines wrote themselves. "Bondi Ties the Knot!" they screamed.
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Except, she didn't.
Basically, the couple had planned a destination wedding but decided at the very last minute to call off the formal ceremony. Henderson even sent an email to reporters stating they were "deeply in love" but that no legal marriage took place on the island. Bondi later clarified that she wanted a more intimate, traditional ceremony at a Baptist church back home in Tampa.
She was pretty upset about the coverage, calling the rumors a "contrived fabrication." It’s kinda wild how a weekend getaway can turn into a national news cycle just because of a dress color and a beautiful location.
Who is Greg Henderson?
While most people know Pam Bondi from her time as Florida’s Attorney General and her current role as U.S. Attorney General in 2026, Greg Henderson lived a much quieter life. He is a prominent ophthalmologist based in the Tampa Bay area.
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- Profession: Medical Doctor specializing in eye care.
- Background: A widower whose first wife, Kathy, passed away in 2002.
- Family: He has four children—Kristen, Greg Jr., David, and Matt.
- Connection to Bondi: The two were a steady item for several years, appearing together at her 2011 inauguration in Tallahassee.
He wasn't a politician. He was a doctor who happened to fall in love with one of the most powerful women in Florida. That’s a tough spotlight for anyone to stand in, especially when every vacation is treated like a stakeout.
Why the Relationship Still Gets Searched
People are still curious because Bondi’s personal life has always been a bit of a mystery. She’s been married twice—once to Garret Barnes and once to Scott Fitzgerald—but those were years ago. Her engagement to Henderson was her most public relationship during her rise to national prominence.
They eventually parted ways around 2015. There was no big press release or dramatic fallout. They just moved on.
Fast forward to today, and Bondi is often seen with John Wakefield, a private equity firm founder. President Trump even referred to Wakefield as her "husband" during her 2025 swearing-in ceremony as U.S. Attorney General, though the couple hasn't officially confirmed a marriage. This constant "is she or isn't she" keeps the old stories about Greg Henderson alive.
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Setting the Record Straight
If you’re looking for the TL;DR version of the Pam Bondi and Greg Henderson saga, here it is:
- They were engaged, not married. Despite the 2012 photos, no marriage license was ever filed in the Caymans or Florida.
- The white dress was just a dress. Bondi famously defended her choice of attire, noting that wearing white at a resort shouldn't be a legal confirmation of a wedding.
- They stayed together for years after. The "non-wedding" didn't break them up; they continued dating for another three years before splitting.
It’s easy to get lost in the "what ifs" of celebrity and political relationships. But the truth is usually a lot more boring than the rumors. They were a couple, they had a complicated weekend in the Caribbean, and eventually, they went their separate ways.
If you're following Bondi's career in 2026, it's clear she's focused on her role at the DOJ. The Henderson chapter is a closed book, a remnant of her Florida days that serves as a reminder of how quickly the media can turn a private moment into a public spectacle.
To stay informed on current leadership, you should verify any claims about public figures through official government biographies or primary source documents like court records and marriage filings. These are the only ways to cut through the noise of decade-old tabloid rumors.